40167-28-0

Upstream product

• 71333-60-3 (E)-1-Isocyano-2-phenyl-1-tosylethene 
• 123-54-6 acetylacetone 
• 38622-91-2 [(p-methylphenyl)sulfonylmethyl]isonitrile 
• 1896-62-4 (E)-benzalacetone 
• 4335-90-4 3-benzylidene acetylacetone 
• 122-57-6 1-Phenylbut-1-en-3-one 
• 100-52-7 benzaldehyde 

Downstream Products

• 868616-88-0 (E/Z)-2-amino-4-(1-(4-fluorobenzyl)-4-phenyl-1H-pyrrol-3-yl)-4-oxobut-2-enoic acid 
• 131910-98-0 1-(1-methyl-4-phenyl-1H-pyrrol-3-yl)ethan-1-one 

Relevant academic research and scientific papers

Pyrrolo[1,2-a]quinoxalines from chalcones: An alternate route

The synthesis of 2,4-disubstituted pyrrolo[1,2-a]quinoxalines from chalcones is reported. The key steps used are polyphosphoric acid (PPA) assisted acyl rearrangement of the pyrrole ring and Fe catalyzed reduction-cyclization leading to 2,4-disubstituted

Application of Polyphosphoric Acid-Mediated Acyl Migration for Regiospecific Synthesis of Diverse 2-Acylpyrroles from Chalcones

A metal-free approach for the synthesis of 2-acylpyrroles is reported in this paper. Synthesis of the target molecule started from chalcones and was carried out in two steps. Initial step involved the conversion of chalcones to corresponding 4-substituted-3-acylpyrroles by reaction with TosMIC. In the subsequent step, target molecules were obtained in modest to good yields by polyphosphoric acid-mediated acyl rearrangement of 3-acylpyrroles to their 2-acyl congeners. The crucial final step was amenable to diverse substitutions on pyrrole ring. Preliminary experiment for the determination of mechanism indicated the involvement of acylium ion.

Solvent-Controlled C2/C5-Regiodivergent Alkenylation of Pyrroles

A solvent-controlled C2/C5-selective alkenylation of 3,4-disubstituted pyrroles has been developed. The C3 substituent of pyrroles proved crucial to the regioselectivity. Substrates bearing directing groups at the C3 position exhibited excellent C2-select

Tandem Michael addition/isocyanide insertion into the C-C bond: A novel access to 2-acylpyrroles and medium-ring fused pyrroles

A new reaction model, tandem Michael addition/formal isocyanide insertion into the acyl C-C bond, has been developed. Thus, a series of 2-acylpyrroles and seven-/eight-membered ring fused pyrroles were synthesized from the reaction of methyl isocyanides with enones in a single operation.

Synthesis of Highly Functionalized 7-Azabicycloheptadienes

Highly functionalized 7-azabicycloheptadiene derivatives have been synthesized via a cycloaddition reaction between N-acyl-3,4-disubstituted pyrroles and ethynyl p-tolyl sulfone 5.

Synthesis of 3,4-Disubstituted Pyrroles Bearing Substituents of Electron-Withdrawing and/or Electron-Donating Nature

The synthesis is described of a series of 3,4-disubstituted pyrroles 8 from 1-isocyano-1-tosyl-1-alkenes and a variety of Michael donors.It is possible to use this method for the synthesis of pyrroles that bear no electron-withdrawing substituents.